Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β-Unsaturated Phenyl Esters with Alkynes
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- Masato Ohashi
- Department of Applied Chemistry, Faculty of Engineering, and ‡Center for Atomic and Molecular Technologies, Osaka University, Suita, Osaka 565-0871, Japan
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- Tomoaki Taniguchi
- Department of Applied Chemistry, Faculty of Engineering, and ‡Center for Atomic and Molecular Technologies, Osaka University, Suita, Osaka 565-0871, Japan
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- Sensuke Ogoshi
- Department of Applied Chemistry, Faculty of Engineering, and ‡Center for Atomic and Molecular Technologies, Osaka University, Suita, Osaka 565-0871, Japan
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説明
Oxygen-containing organic compounds, such as ethers, carboxylates, and carbamates, have recently received increasing attention because of their newly discovered applications as electrophiles in cross-coupling reactions via transition metal-catalyzed C-O bond activation. However, no cycloaddition reaction involving their C-O bond activation has been demonstrated thus far. The present study developed a Ni(0)-catalyzed unique [3+2] cycloaddition reaction of α,β-unsaturated phenyl esters with alkynes in (i)PrOH to yield cyclopentenone derivatives.
収録刊行物
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- Journal of the American Chemical Society
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Journal of the American Chemical Society 133 (38), 14900-14903, 2011-08-30
American Chemical Society (ACS)